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Sales Enablement Lead

Job in Toronto, Ontario, C6A, Canada
Listing for: Jobtailor
Full Time position
Listed on 2026-09-17
Job specializations:
  • Sales
    CRM Systems & Management, Sales Analyst
Salary/Wage Range or Industry Benchmark: 85000 - 120000 CAD Yearly CAD 85000.00 120000.00 YEAR
Job Description & How to Apply Below
  • Own and support the sales planning and performance lifecycle, including target setting support, achievement‑to‑plan management, and inputs into forecasting and capacity planning
  • Evaluate and manage pipeline health, velocity, and quality, including coverage ratios, stage progression, conversion rates, deal hygiene, and risk identification
  • Translate sales strategy into clear activity and execution models that align day‑to‑day sales activity with pipeline generation, deal progression, and revenue outcomes
  • Design, maintain, and continuously improve sales performance and pipeline dashboards/heat maps, delivering actionable insights on progress, gaps, risks, and opportunities
  • Partner with sales leaders to identify coaching and performance improvement opportunities based on pipeline behavior, deal execution, and performance trends
  • Lead sales onboarding, training, and ongoing capability development, including playbooks, frameworks, and best practices focused on execution excellence and pipeline discipline
  • Own the sales technology roadmap, acting as the business owner for CRM, sales enablement tools, pipeline management, reporting platforms, and workflow optimization
  • Serve as the central representative and voice of Sales for innovation initiatives, workshops, pilots, and cross‑functional programs, consolidating feedback and ensuring sales priorities are clearly represented
Requirements
  • Post‑secondary degree/diploma in Business, Commerce, Finance, or a related field (required)
  • 5-7 years of experience in sales enablement, sales operations, revenue operations, or sales performance roles (required)
  • Proven experience supporting sales planning, target setting, achievement‑to‑plan analysis, and performance management (required)
  • Strong experience evaluating pipeline health, velocity, and quality, including conversion rates, deal progression, and forecast confidence (required)
  • Hands‑on experience designing and delivering sales onboarding, training programs, and coaching frameworks (required)
  • Experience acting as a business owner for CRM and sales technology platforms (e.g., Salesforce), including roadmap ownership and adoption (required)
  • Strong analytical skills with the ability to translate data into clear insights and actions (required)
  • Excellent written and verbal communication skills, including executive‑level storytelling (required)
  • Fluent communication skills in English are required and bilingual skills in French are an asset
  • Highly organized, proactive, and comfortable operating in ambiguity (required)
  • Experience in wealth management, online brokerage, or financial services (preferred)
Core Competencies

Demonstrates expertise in sales planning, performance management, and pipeline evaluation, with a strong focus on data analysis and actionable insights. Proficient in designing training programs and managing CRM technologies to enhance sales effectiveness and operational efficiency.

Highest-signal resume keywords
  • Sales Planning
  • Pipeline Management
  • CRM Ownership
  • Data Analysis
  • Sales Training
ATS Optimization Keywords Hard Skills
  • Sales Enablement
  • Performance Management
  • Target Setting
  • Pipeline Health Evaluation
  • Deal Progression Analysis
  • Forecast Confidence
  • Sales Onboarding
  • Coaching Frameworks
  • Analytical Skills
  • Sales Strategy Execution
Soft Skills
  • Excellent Communication
  • Organizational Skills
  • Proactive Approach
  • Comfortable in Ambiguity
  • Executive-Level Storytelling
Industry Keywords
  • Wealth Management
  • Online Brokerage
  • Financial Services
Tools & Technologies
  • CRM Platforms
  • Salesforce
  • Sales Enablement Tools
  • Reporting Platforms
  • Pipeline Management Tools
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